Loss of playlists on iPod Classic after upgrading to new version if iTunes

Everytime I've upgraded to a new version of iTunes, I lose all the playlists (songs,videos,etc) from my iPod Classic. I have to re-sync everytime and with a lot of songs it gets annoying and I don't want to upgrade to new versions. Does anyone have a suggestion? Thanks.

I've seen this once before and deleting the playlist and recreating it with a different name solved it.
Also... try using disk utility to burn a data CD to make sure that burning generally works. Daft I know, but there you go.

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